Estadio: Court 8 Round: 62 Ground: Clay
| ITF M15 Platja D'Aro | 2021/10/03 08:00 | Florent Bax v Leonardo Rossi | 6-3,6-2 |
| ITF M15 Ulcinj | 2021/09/22 08:00 | Leonardo Rossi v Antonio Massara | 6-7,3-6 |
| ITF M15 Ulcinj | 2021/09/20 11:30 | Leonardo Rossi v Flemming Peters | 6-3,6-2 |
| ITF M15 Ulcinj | 2021/09/20 08:00 | Lior Goldenberg v Leonardo Rossi | 1-6,1-6 |
| ITF M15 Ulcinj | 2021/09/19 08:00 | Stefano Reitano v Leonardo Rossi | 2-6,6-4,6-10 |
| ITF M15 Ulcinj | 2021/09/13 08:00 | Leonardo Rossi v Gabriele Piraino | 2-6,1-6 |
| ITF M15 Ulcinj | 2021/09/12 08:00 | Felipe Mikkelsen v Leonardo Rossi | 2-6,1-6 |
| ITF M25 Lesa | 2021/08/22 07:00 | Leonardo Rossi v Edoardo Zanada | 0-6,3-6 |
| ITF M15 Torello | 2021/11/01 10:00 | Aaron Cohen v Valentino De Pellegrin | 6-4,6-4 |
| ITF M25 Portimão | 2021/10/26 10:35 | Sid Donarski v Valentino De Pellegrin | 6-4,6-2 |
| ITF M25 Portimão | 2021/10/25 12:20 | Eneko R Perez v Valentino De Pellegrin | 2-6,4-6 |
| ITF M25 Portimão | 2021/10/24 09:00 | Valentino De Pellegrin v Stepan Pecak | 4-6,6-1,10-1 |
| ITF M25 Quinta Do Lago | 2021/10/17 12:00 | Harry Wendelken v Valentino De Pellegrin | 6-0,7-6 |
| ITF M25 Loulé | 2021/10/11 12:00 | Valentino De Pellegrin v Hillel Rousseau | 2-6,2-6 |
| ITF M25 Loulé | 2021/10/10 09:00 | Valentino De Pellegrin v David Munoz | 6-1,6-4 |
| ITF M25 Setubal | 2021/10/03 12:00 | Valentino De Pellegrin v Tomas C Abasolo | 4-6,4-6 |